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Cheap flights from Boston (BOS) to Chicago (CHI)

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1 Adults (11+)
0 Children (2~11)
0 Infants (0~2)
Save up to 31%
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How to find the cheapest flight from Boston (BOS) to Chicago (CHI)

How to find the cheapest flight from Boston (BOS) to Chicago (CHI)
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How to find the cheapest flight from Boston (BOS) to Chicago (CHI)
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How to find the cheapest flight from Boston (BOS) to Chicago (CHI)
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Cheap flights from Boston to Chicago in November , December 2024

26 Nov - 10 Dec $ 204.00
BOS
Boston
Spirit Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Spirit Airlines
1 STOPS
BOS
Boston
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27 Nov - 04 Dec $ 323.00
BOS
Boston
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
BOS
Boston
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28 Nov - 05 Dec $ 2,533.00
BOS
Boston
TAP Portugal
1 STOPS
CHI
Chicago
CHI
Chicago
TAP Portugal
1 STOPS
BOS
Boston
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Last minute flights from Boston to Chicago

26 Nov - 30 Nov $ 384.00
BOS
Boston
Spirit Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Spirit Airlines
1 STOPS
BOS
Boston
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25 Nov - 30 Nov $ 409.00
BOS
Boston
United Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
BOS
Boston
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28 Nov - 01 Dec $ 3,946.00
BOS
Boston
Turkish Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Turkish Airlines
1 STOPS
BOS
Boston
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One-way flights to Chicago from Boston

6:00 AM - 6:49 PM
Frontier Airlines
1 Stops
15h 11m
BOS - CHI
$ 127
Kiwi
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5:30 AM - 5:30 AM
Spirit Airlines
0 Stops
3h 7m
BOS - CHI
$ 168
Kiwi
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9:30 AM - 9:30 AM
United Airlines
0 Stops
2h 56m
BOS - CHI
$ 189
Kiwi
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How to find the cheapest flight from Boston (BOS) to Chicago (CHI)

Related info for your journey
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How to find the cheapest flight from Boston (BOS) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Boston (BOS) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.